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SML1623

Sigma-Aldrich

MSP-3

≥98% (HPLC)

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Synonym(s):
N-(4-Hydroxy-3-methoxybenzyl)-4-(thiophen-2-yl)butanamide
Empirical Formula (Hill Notation):
C16H19NO3S
CAS Number:
Molecular Weight:
305.39
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

oil

color

white to beige

storage temp.

room temp

SMILES string

O=C(NCC1=CC=C(O)C(OC)=C1)CCCC2=CC=CS2

InChI

1S/C16H19NO3S/c1-20-15-10-12(7-8-14(15)18)11-17-16(19)6-2-4-13-5-3-9-21-13/h3,5,7-10,18H,2,4,6,11H2,1H3,(H,17,19)

InChI key

HCUVEUVIUAJXRB-UHFFFAOYSA-N

Biochem/physiol Actions

MSP-3 is a Transient Receptor Potential Vanilloid Type-1 (TRPV1) channel agonist with antioxidant and neuroprotective activity. MSP-3 activated TRPV1 channels with similar efficacy as compared to capsaicin (EC50 = 870 nM). It protected a keratinocyte cell line from oxidative stress damage with more efficacy than capsaicin and prevented the damage caused by H2O2 in differentiated human neuroblastoma cell lines as well as in rat cortical slices.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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